Photochemistry of 2-thiooxazole: a plausible prebiotic precursor to RNA nucleotides.
Journal
Physical chemistry chemical physics : PCCP
ISSN: 1463-9084
Titre abrégé: Phys Chem Chem Phys
Pays: England
ID NLM: 100888160
Informations de publication
Date de publication:
14 Sep 2022
14 Sep 2022
Historique:
pubmed:
2
9
2022
medline:
16
9
2022
entrez:
1
9
2022
Statut:
epublish
Résumé
Potentially prebiotic chemical reactions leading to RNA nucleotides involve periods of UV irradiation, which are necessary to promote selectivity and destroy biologially irrelevant side products. Nevertheless, UV light has only been applied to promote specific stages of prebiotic reactions and its effect on complete prebiotic reaction sequences has not been extensively studied. Here, we report on an experimental and computational investigation of the photostability of 2-thiooxazole (2-TO), a potential precursor of pyrimidine and 8-oxopurine nucleotides on early Earth. Our UV-irradiation experiments resulted in rapid decomposition of 2-TO into unidentified small molecule photoproducts. We further clarify the underlying photochemistry by means of accurate
Identifiants
pubmed: 36047336
doi: 10.1039/d2cp03167a
pmc: PMC7613695
mid: EMS155319
doi:
Substances chimiques
Nucleotides
0
Purinones
0
Pyrimidines
0
RNA
63231-63-0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
21406-21416Subventions
Organisme : Medical Research Council
ID : MC_UP_A024_1009
Pays : United Kingdom
Références
Astrobiology. 2016 Jan;16(1):68-88
pubmed: 26789356
Photochem Photobiol. 2019 Jan;95(1):33-58
pubmed: 29978490
J Chem Theory Comput. 2011 May 10;7(5):1253-8
pubmed: 26610121
Phys Chem Chem Phys. 2016 Jul 27;18(30):20067-84
pubmed: 27193698
J Phys Chem B. 2016 Oct 20;120(41):10729-10735
pubmed: 27662411
Chem Rev. 2016 Mar 23;116(6):3540-93
pubmed: 26928320
Nat Commun. 2017 May 19;8:15270
pubmed: 28524845
Chem Commun (Camb). 2018 Nov 27;54(95):13407-13410
pubmed: 30426980
J Phys Chem A. 2015 Sep 10;119(36):9524-33
pubmed: 26284285
Biochemistry. 1978 Nov 14;17(23):4877-85
pubmed: 718862
Nat Commun. 2018 Oct 4;9(1):4073
pubmed: 30287815
Phys Chem Chem Phys. 2018 Apr 18;20(15):9701-9716
pubmed: 29620135
J Chem Phys. 2007 Apr 7;126(13):134114
pubmed: 17430023
J Am Chem Soc. 2016 Jan 13;138(1):186-90
pubmed: 26651219
J Chem Phys. 2017 Nov 14;147(18):184109
pubmed: 29141436
Molecules. 2020 Jan 29;25(3):
pubmed: 32013184
Phys Chem Chem Phys. 2018 Jun 20;20(24):16428-16436
pubmed: 29873362
J Phys Chem A. 2020 May 21;124(20):3984-3992
pubmed: 32242664
Wiley Interdiscip Rev Comput Mol Sci. 2018 Nov-Dec;8(6):e1370
pubmed: 30450129
J Phys Chem A. 2014 Jan 9;118(1):122-7
pubmed: 24320624
Chem Sci. 2015 Jan 7;6:2035-2043
pubmed: 27182431
Nature. 2009 May 14;459(7244):239-42
pubmed: 19444213
Chembiochem. 2008 Oct 13;9(15):2386-7
pubmed: 18798212
Phys Chem Chem Phys. 2016 Sep 21;18(35):24228-38
pubmed: 27539809
Nat Chem. 2017 Apr;9(4):303-309
pubmed: 28338689
Chem Commun (Camb). 2019 Aug 27;55(70):10388-10391
pubmed: 31380533
Angew Chem Int Ed Engl. 2016 Jan 4;55(1):104-21
pubmed: 26510485
J Phys Chem Lett. 2015 Apr 16;6(8):1467-71
pubmed: 26263153
J Phys Chem B. 2008 Jan 17;112(2):405-13
pubmed: 18081339
Angew Chem Int Ed Engl. 2006 Sep 18;45(37):6176-9
pubmed: 16917794
Astrobiology. 2020 Jul;20(7):878-888
pubmed: 32267736
Astrobiology. 2017 Mar;17(3):169-204
pubmed: 28323482
Nat Commun. 2016 Oct 05;7:13077
pubmed: 27703148
Nat Chem. 2022 Jul;14(7):766-774
pubmed: 35778563
Nat Commun. 2021 May 21;12(1):3018
pubmed: 34021158
Phys Chem Chem Phys. 2008 Jul 28;10(28):4119-27
pubmed: 18612515
Phys Chem Chem Phys. 2016 Jul 27;18(30):20208-18
pubmed: 27346684
Phys Chem Chem Phys. 2020 Jun 14;22(22):12502-12514
pubmed: 32452507
Phys Chem Chem Phys. 2017 May 24;19(20):12674-12682
pubmed: 28474025
J Phys Chem Lett. 2021 Jul 22;12(28):6707-6713
pubmed: 34260253
Nature. 1992 Jan 9;355:125-32
pubmed: 11538392
J Am Chem Soc. 2011 Sep 21;133(37):14586-9
pubmed: 21877686
J Chem Theory Comput. 2014 Apr 8;10(4):1395-405
pubmed: 26580359
J Phys Chem A. 2016 Aug 18;120(32):6342-50
pubmed: 27454198
J Am Chem Soc. 2017 Jul 5;139(26):8780-8783
pubmed: 28640999
Science. 2016 May 13;352(6287):833-6
pubmed: 27174989
Chem Commun (Camb). 2012 Feb 18;48(15):2134-6
pubmed: 22245861
Chem Rev. 2004 Apr;104(4):1977-2019
pubmed: 15080719
Phys Chem Chem Phys. 2019 Aug 21;21(31):17063-17071
pubmed: 31276124
J Phys Chem Lett. 2016 Jun 2;7(11):1978-83
pubmed: 27167106
Science. 2019 Oct 4;366(6461):76-82
pubmed: 31604305
Crit Rev Biochem Mol Biol. 2004 Mar-Apr;39(2):99-123
pubmed: 15217990
Chem Commun (Camb). 2018 May 8;54(38):4850-4853
pubmed: 29697101
Phys Chem Chem Phys. 2018 May 23;20(20):13994-14002
pubmed: 29744490
Nature. 2020 Jun;582(7810):60-66
pubmed: 32494078